N-[4-(2-Amino-4-methyl-phenylsulfanyl)-phenyl]-acetamide → N-{4-[4-Methyl-2-(2-methylsulfanyl-thiazolo[4,5-d]pyrimidin-7-ylamino)-phenylsulfanyl]-phenyl}-acetamide

Participants

Role	Name	HCID	Charge
Reactant	N-[4-(2-Amino-4-methyl-phenylsulfanyl)-phenyl]-acetamide	HCID 43168935	—
Reactant	4-[2-Amino-4-(3-bromo-benzyloxy)-phenylsulfanyl]-phenol	HCID 66808268	—
Reactant	N'-(5-Cyano-2-methylsulfanyl-thiazol-4-yl)-N,N-dimethyl-formamidine	HCID 66808347	—
Product	N-{4-[4-Methyl-2-(2-methylsulfanyl-thiazolo[4,5-d]pyrimidin-7-ylamino)-phenylsulfanyl]-phenyl}-acetamide	HCID 66808436	83%

Reaction Steps

A solution of the product from Example 167A and the product from Example 7b were reacted according to the procedure from Example 167B substituting the product from Example 7b for the product from Example 15A to provide the crude material which was purified by trituration with methanol to provide the title compound (110 mg, 83%). 1H NMR (300 MHz, DMSO-D6) δ ppm: 2.03 (s, 3H), 2.29 (s, 3H), 2.76 (s, 3H), 6.96 (d, J=8.09 Hz, 1H), 7.14 (d, J=8.09 Hz, 1H), 7.18-7.26 (m, J=8.82 Hz, 3H), 7.54 (d, J=8.46 Hz, 2H), 8.45 (s, 1H), 9.74 (s, 1H), 10.04 (s, 1H); MS (ESI)+ m/z 454 (M+H)+.

Provenance & Evidence

DOI	10.6084/m9.figshare.5104873.v1
Patent number	US07915411B2
Source dataset	uspto-grants-2011_03
ORD ID	ord-cb8a24e8f0d64d2a8312696fd8ac7319
Source note	uspto-grants-2011_03